Cheap flights from Vermont (VT) to Chicago (CHI)

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How to find the cheapest flight from
Vermont to Chicago (CHI)

All the information you need to plan the best null to CHI flight in 2021: compare Vermont to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
How far in advance should I book a flight from Vermont to Chicago?

Travelers have found it’s best to book a flight 20 days in advance to save up to 10% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 20 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Vermont to Chicago 1-2 weeks in advance for as low as $137, or $157 for flights within the next 24 hours.

What is the cheapest month to fly from Vermont to Chicago?

Flights from Vermont to Chicago lean towards being more expensive in December. Prices are generally better when you fly from Vermont to Chicago in April, with the cheapest ticket starting at $33.

Cheap flights from Vermont to Chicago in May, June 2021

The best prices found for Vermont to CHI flights for May, June
5 Jun - 6 Jun
$253pp
BTV
Burlington
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
BTV
Burlington
5 Jun - 6 Jun
$262pp
BTV
Burlington
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BTV
Burlington
25 Jun - 29 Jun
$269pp
BTV
Burlington
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
BTV
Burlington

Vermont to Chicago 2021 flight deals

Cheap flights to Chicago from Vermont found for this year
5 Jun - 6 Jun
$253pp
BTV
Burlington
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
BTV
Burlington
25 Aug - 31 Aug
$261pp
BTV
Burlington
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
BTV
Burlington
5 Jun - 6 Jun
$262pp
BTV
Burlington
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BTV
Burlington

Non-stop flights to Chicago from Vermont

Save time with Vermont to Chicago direct flight deals
5 Jun - 6 Jun
$253pp
BTV
Burlington
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
BTV
Burlington
25 Jun - 29 Jun
$269pp
BTV
Burlington
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
BTV
Burlington
18 Jun - 20 Jun
$307pp
BTV
Burlington
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BTV
Burlington

Last minute flights from Vermont to Chicago

Late deals on round-trip flights to Chicago from Vermont, departing today and this week
21 May - 27 May
$303pp
BTV
Burlington
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
BTV
Burlington
21 May - 27 May
$304pp
BTV
Burlington
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
BTV
Burlington
21 May - 27 May
$388pp
BTV
Burlington
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
   
2 STOPS
BTV
Burlington

One-way flights to Chicago from Vermont

The cheapest one-way flights from Vermont to Chicago
8:51 am - 1:59 pm
American Airlines
1 Stop
6h 08m
BTV - ORD
American Airlines
12:20 pm - 7:42 pm
Frontier
1 Stop
8h 22m
BTV - ORD
Frontier
$213
CheapTickets.com
1:35 am - 12:57 pm
Delta
1 Stop
12h 22m
BTV - ORD
Delta
$217
Delta

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Vermont</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Vermont to Chicago

Are flight prices decreasing from Vermont to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Vermont and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Which airlines flying from Vermont to Chicago have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Vermont to Chicago that may be offering flexible cancellation policies are United Airlines, American Airlines, and JetBlue. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Vermont to Chicago for under $300 on Cheapflights?

Yes, there are multiple flights from Vermont to Chicago for under $300. The cheapest flight booked recently is on United Airlines for just $253, but on average you can expect to pay $297.

Are there nonstop flights from Vermont to Chicago for under $300 on Cheapflights?

Cheapflights has at least 20 direct flights from Vermont to Chicago under $300. A good price for a nonstop flight from Vermont to Chicago is less than $393.

Are there last-minute flights available from Vermont to Chicago for under $400?

There are currently 20+ open flights from Vermont to Chicago within the next 7 days for less than $400.

What are the most popular airlines that fly from Vermont to Chicago?

Before booking your flight from Vermont to Chicago check out the most popular airlines for this route: Major Airline, Endeavor Airlines or American Airlines.

What are the most popular routes from Vermont to Chicago?

Most travelers choose Burlington - Chicago O'Hare Intl, Burlington - Chicago Midway or Rutland - Chicago O'Hare Intl when deciding on the best route from Vermont to Chicago.

What are the cheapest Flights from Vermont to Chicago?

Looking for the cheapest flight from Vermont to Chicago? While on average our users pay $390, our data indicates the cheapest price to be $149. The most popular route (Burlington - Chicago O'Hare Intl), is priced around $307.

What are the most reliable airlines from Vermont to Chicago?

The top 3 most reliable airlines when flying from Vermont to Chicago are GoJet (100%), United Airlines (98%) and Air Wisconsin (97%).

How long is the flight from Vermont to Chicago?

For as low as $253, United Airlines can have you in Chicago from Vermont in 2h 26m. Both multi-stop and nonstop flights can be found to your destination and back.

What are the cheapest airlines flying from Vermont to Chicago round-trip?

According to our current data, United Airlines ($253), and American Airlines ($261) offers the cheapest pricing from Vermont to Chicago.

What are the cheapest airlines to fly from Vermont to Chicago one-way?

$90 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $174 and $184, respectively.

Departure points for flights from Vermont to Chicago

Select to see more specific information for flights to Chicago from all departure points in Vermont.

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Vermont to Chicago.
Flight duration
2h 22m
Average temperature for May in Chicago
71.6 °F
Avg rainfall for May in Chicago
4.3 ″

Airports servicing

Rutland (RUT)

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 4 airlines flying from Vermont to Chicago

The chart below displays the airlines Cheapflights users traveling from Vermont to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
American Airlines
$166 $312 No cancel fee 71%
Delta
$128 $318 No cancel fee N/A
United Airlines
$275 $392 No cancel fee 69%
JetBlue
$101 $492 No cancel fee 62%
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